Transformations of lignans, Part IV. Acid-catalysed rearrangements of gmelinol with BF3-etherate and study of a product with a unique lignan skeleton formed by further oxidation with DDQ

Tetrahedron

Volumn 55, Issue 45, 1999, Pages 13071-13086

  Ward, Robert S ^a   Pelter, Andrew ^a   Venkateswarlu, Revuru ^b   Kamakshi, Chakicherla ^b   Subhash, Pithani V ^b   Moinuddin, Syed G A ^b   Hursthouse, Michael B ^c,d   Coles, Simon J ^c,d   Hibbs, David E ^c  

^a SWANSEA UNIVERSITY   (United Kingdom)

^b ANDHRA UNIVERSITY   (India)

^c CARDIFF UNIVERSITY   (United Kingdom)

^d UNIVERSITY OF SOUTHAMPTON   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

GMELINOL; LIGNAN DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CRYSTAL STRUCTURE; ENANTIOMER; ISOMERISM; MASS SPECTROMETRY; OXIDATION; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; X RAY ANALYSIS; X RAY CRYSTALLOGRAPHY;

EID: 0033527799     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(99)00799-1     Document Type: Article

References (13)

1. For preceding papers in this series see a) Pelter, A., Ward, R.S., Venkateswarlu, R. and Kamakshi, C., Tetrahedron, 1989, 45, 3451.
2. b) Pelter, A., Ward, R.S., Venkateswarlu, R., and Kamakshi, C., Tetrahedron, 1991, 47, 1275.
3. c) Pelter, A., Ward, R.S., Venkateswarlu, R. and Kamakshi, C., Tetrahedron, 1992, 48, 7209.
4. d) Pelter, A. and Ward, R.S., Heterocycles, 1994, 37, 137.
5. e) Anjaneyulu, A.S.R., Santhikumar, D., Venkateswarlu, R. and Kamakshi, C., Ind. Journal of Chemistry, 1995, 34B, 897.
6. f) Ward, R.S., Pelter, A., Venkateswarlu, R., Kamakshi, C. and Lakshmi, A., Tetrahedron, 1996, 52, 14349.
7. Ward, R.S., Pelter, A., Jack, I.R., Satyanarayana, P., Gopala Rao, B.V. and Subrahmanyam, P., Tetrahedron Lett., 1981, 4111.
8. Pelter, A., J. Chem. Soc., (C), 1968, 74.
9. Wang, H.B., Yu, D.Q., Liang, X.T., Watanabe, N., Tamai, M. and Omura, S., J.Nat. Prod., 1989, 52, 342.
10. Charfton, J.L., Oleschuk, CJ. and Chee, G-L., J. Org. Chem., 1996, 61, 3452.
11. Drake, S.R., Hursthouse, M.B., Malik, K.M.A. and Miller, S.A.S., Inorg. Chem., 1993, 32, 4653.
12. Sheldrick, G.M., Acta Crystallogr., 1990, A46, 467.
13. Sheldrick, G.M., Univ. of Gottingen, Germany, 1993, unpublished work.